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WO2001068234A1 - Suspensions en microcapsules - Google Patents

Suspensions en microcapsules Download PDF

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Publication number
WO2001068234A1
WO2001068234A1 PCT/EP2001/002483 EP0102483W WO0168234A1 WO 2001068234 A1 WO2001068234 A1 WO 2001068234A1 EP 0102483 W EP0102483 W EP 0102483W WO 0168234 A1 WO0168234 A1 WO 0168234A1
Authority
WO
WIPO (PCT)
Prior art keywords
active
optionally
liquid
room temperature
microcapsule suspensions
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/EP2001/002483
Other languages
German (de)
English (en)
Inventor
Hilmar Wolf
Norbert Schick
Björn CHRISTENSEN
Anne Suty-Heinze
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bayer AG
Original Assignee
Bayer AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from DE10058878A external-priority patent/DE10058878A1/de
Priority to DE50101443T priority Critical patent/DE50101443D1/de
Priority to BR0109329-0A priority patent/BR0109329A/pt
Priority to JP2001566786A priority patent/JP2003526687A/ja
Priority to AU2001256191A priority patent/AU2001256191A1/en
Priority to KR1020027011534A priority patent/KR20020079935A/ko
Application filed by Bayer AG filed Critical Bayer AG
Priority to US10/221,464 priority patent/US6730635B2/en
Priority to EP01929408A priority patent/EP1272267B1/fr
Priority to AT01929408T priority patent/ATE258824T1/de
Priority to DK01929408T priority patent/DK1272267T3/da
Publication of WO2001068234A1 publication Critical patent/WO2001068234A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J13/00—Colloid chemistry, e.g. the production of colloidal materials or their solutions, not otherwise provided for; Making microcapsules or microballoons
    • B01J13/02—Making microcapsules or microballoons
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/02—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing liquids as carriers, diluents or solvents
    • A01N25/04—Dispersions, emulsions, suspoemulsions, suspension concentrates or gels
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/08—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing solids as carriers or diluents
    • A01N25/10—Macromolecular compounds
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/26—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests in coated particulate form
    • A01N25/28—Microcapsules or nanocapsules
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N51/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds having the sequences of atoms O—N—S, X—O—S, N—N—S, O—N—N or O-halogen, regardless of the number of bonds each atom has and with no atom of these sequences forming part of a heterocyclic ring

Definitions

  • the present invention relates to new microcapsule suspensions, a process for their preparation and their use for the application of agrochemical active substances.
  • Microcapsule formulations have already become known which contain suspensions of solid agrochemical active substances in organic solvents or liquid agrochemical active substances in the capsules (cf. WO 95-13 698). What is disadvantageous about these preparations is that the release of the microencapsulated active ingredients does not always meet the requirements of practice. In addition, creaming or sedimentation occurs when these formulations are stored.
  • the herbicidally active phenyl acts, and that as a capsule filling at least one solid agrochemical active ingredient from the group of the insecticidally active nicotinyls, the insecticidally active pyrethroids, the insecticidally active thiazole derivatives, the insecticidally active phosphoric acid derivatives, the fungicidally active azoles, the herbicidally active triazolinones or benzonitriles and / or the herbicidally active phenyl , at least one liquid, aliphatic hydrocarbon with a boiling point above 160 ° C, at least one oil-soluble, polymeric dispersant and optionally one or more agrochemical active ingredients which are liquid at room temperature
  • microcapsule suspensions according to the invention can be produced by:
  • a finely divided suspension at least one solid agrochemical active ingredient from the group of the insecticidally active nicotinyls, the insecticidally active pyrethroids, the insecticidally active thiazole derivatives, the insecticidally active phosphoric acid derivatives, the fungicidally active azoles, the herbicidally active triazolinones or benzonitriles and / or the herbicidally active phenyl , at least one liquid, aliphatic hydrocarbon with a boiling point above 160 ° C, at least one oil-soluble, polymeric dispersant and a mixture of tolylene diisocyanate and 4,4'-methylene-bis-
  • agrochemical active ingredients which are liquid at room temperature
  • Polyvinyl alcohol optionally mixed with gum arabic and
  • microcapsule suspensions according to the invention are very well suited for the application of the agrochemical active ingredients contained to plants and / or their habitat.
  • microcapsule suspensions according to the invention are better suited for applying the agrochemical active substances contained than the constitutionally most similar, known preparations.
  • microcapsule suspensions according to the invention are notable for a number of advantages. This enables them to release the active components in the required quantities over a longer period of time. It is also favorable that the microcapsule suspensions according to the invention have a high stability and do not cream or sediment even after prolonged storage.
  • microcapsule suspensions according to the invention are characterized by the constituents contained in the particulate, disperse phase and the constituents contained in the aqueous phase.
  • the capsule shells of the microcapsules according to the invention are reaction products of the isocyanates and amines mentioned under (A).
  • Amines of the groups listed under (A) are preferably aliphatic and alicyclic primary and secondary diamines and polyamines. Examples include ethylenediamine- (1,2), diethylene triamine, triethylene tetramine, bis- (3-aminopropyl) amine, bis- (2-methylaminoethyl) methylamine, 1,4-diamino-cyclohexane, 3-amino-1- methylaminopropane, N-methyl-bis- (3-aminopropyl) amine, 1,4-diamino-n-butane and 1,6-diamino-n-hexane.
  • ethylenediamine- (1,2) diethylene triamine, triethylene tetramine
  • bis- (3-aminopropyl) amine bis- (2-methylaminoethyl) methylamine
  • 1,4-diamino-cyclohexane 3-amino-1- methylaminopropane
  • Diethylene triamine is very particularly preferred.
  • diamines and polyamines are known compounds of organic chemistry.
  • microcapsule suspensions according to the invention can contain one or more solid, agrochemical active substances from the groups specified under (A).
  • insecticidally active nicotinyls examples include imidacloprid, thiacloprid, thiamethoxam and acetamiprid.
  • Betacyfluthrin, cypermethrin, transfluthrin and lambda-cyhalothrin may be mentioned as examples of insecticidally active pyrethroids.
  • the active ingredient of the formula is an example of an insecticidally active thiazole derivative called ianidine).
  • Azinphos-methyl may be mentioned as an example of an insecticidally active phosphoric acid derivative.
  • fungicidally active azoles examples include tebuconazole and 2- [2- (l-chlorocyclopropyl) -3- (2-chloro-henyl) -2-hydroxypropyl] -2,4-dihydro- [1,2,4 ] called triazole-3-thione.
  • herbicidally active triazolinones examples include sodium propoxycarbazone, sodium flucarbazone and amicabazone.
  • Dichlobenil may be mentioned as an example of a herbicidally active benzonitrile.
  • the substances of the formula are examples of herbicidally active phenyluracils
  • the microcapsule suspension according to the invention contains at least one liquid, aliphatic hydrocarbon with a boiling point above 160 ° C. inside the capsules.
  • Paraff oils and mineral oils are preferably considered as such hydrocarbons. Examples include the paraffin oils known under the names Norpare (Exxon), Isopare (Exxon) and Exxsol (Exxon) and the mineral oil commercially available under the name BP Enerpar T 017 (British Petrol).
  • microcapsule suspensions according to the invention contain at least one oil-soluble, polymeric dispersant in the interior of the capsules.
  • dispersants of this type are the products known under the names Atlox LP6 (Uniqema), Agrimer AL 22 (ISP Investments) and Hordaphos 215 (Clariant).
  • the microcapsule suspensions according to the invention can also contain one or more agrochemical active ingredients which are liquid at room temperature.
  • the particles of the disperse phase have an average particle size which is generally between 1 and 30 ⁇ m, preferably between 3 and 15 ⁇ m.
  • the aqueous phase of the microcapsule suspensions according to the invention essentially consists of water. It can also contain additives such as emulsifiers,
  • Contain dispersants Contain dispersants, polyvinyl alcohol, mixtures of polyvinyl alcohol and acacia, defoamers, preservatives and thickeners.
  • the aqueous phase of the microcapsule suspensions according to the invention can also contain one or more agrochemical active ingredients which are solid at room temperature in non-encapsulated form.
  • Preferred emulsifiers and dispersants here are nonionic and anionic substances with surface-active properties.
  • non-ionic emulsifiers examples include the products known under the names Pluronic PE 10 100 (from BASF) and Atlox 4913 (from Uniqema). Tristyrylphenol ethoxylates are also suitable.
  • Polyvinyl alcohol or mixtures of polyvinyl alcohol with gum arabic can be included as protective colloids. All substances which can normally be used for this purpose in plant treatment agents are suitable as thickeners. Kelzan® (thixotropic thickener based on xanthan), silicic acids and attapulgite are preferred.
  • Silane derivatives such as poly-dimethylsiloxanes and magnesium stearate may be mentioned as preferred.
  • Suitable agrochemical active ingredients which may be present in the aqueous phase in non-encapsulated form, are fungicides, insecticides and herbicides which are solid at room temperature.
  • Preferred fungal active ingredients are carpropamide, fenhexamide, iprovalicarb,
  • Cyproconazole flutriafol, hexaconazole, myclobutanil, bromuconazole, epoxiconazole, fenbuconazole, ipconazole, fluquinconazole, triticonazole, imibenconazole, imazalil, pencycuron, kresoxim-methyl, azoxystrobinro, tri
  • insecticidal active ingredients azinphos-methyl, aminocarb, 2-sec-butyl-phenyl-methylcarbamate, carbaryl,
  • the agrochemical active ingredients are contained in the aqueous phase in non-encapsulated form, preferably in a ready-to-use formulation as a suspension.
  • composition of the microcapsule suspensions according to the invention can be varied within a certain range.
  • the proportion of the disperse, encapsulated phase in relation to the entire formulation is generally between 5 and 70% by weight, preferably between 45 and 50% by weight.
  • the proportion of the individual constituents can also be varied within a certain range within the disperse, encapsulated phase.
  • the concentrations are in the disper- sive phase
  • reaction product of mixtures of tolylene diisocyanate and 4,4'-methylene-bis- (cyclohexyl-isocyanate) with diamine and / or polyamine generally between 1 and 12% by weight, preferably between 2 and 10% by weight,
  • solid, agrochemical active substances generally between 10 and 90% by weight, preferably between 10 and 80% by weight,
  • aliphatic hydrocarbon generally between 10 and
  • oil-soluble, polymeric dispersant generally between 1 and 15 wt .-%, preferably between 3 and 10 wt .-% and
  • agrochemical active ingredients which are liquid at room temperature in general between 0 and 20% by weight, preferably between 0 and 10% by weight.
  • the proportion of additives can be within a larger amount
  • the concentration of additives is related to the total aqueous phase generally between 3 and 25 wt .-%, preferably between 5 and 20 wt .-%.
  • proportion of agrochemical, non-encapsulated active substances in the aqueous phase can also be varied within a relatively wide range. That's the way it is
  • Concentration of agrochemical active substances in relation to the entire aqueous phase generally between 0 and 40% by weight, preferably between 0 and 30% by weight.
  • microcapsule suspensions according to the invention which each contain an agrochemical active substance both in the disperse phase within the microcapsules and in the aqueous phase:
  • microcapsule suspensions according to the invention are produced according to the microencapsulation procedure.
  • Active ingredient from the specified groups at least one liquid, aliphatic hydrocarbon with a boiling point above 160 ° C,
  • the amounts of the individual constituents are chosen so that they are present in the resulting disperse phase in the concentrations which have already been mentioned.
  • the ratio of tolylene diisocyanate to 4,4'-methylene bis (cyclohexyl isocyanate) of the formula (1) can be varied within a certain range. In general, between 0.3 and 2 parts by weight, preferably between 0.5 and 1.5 parts by weight of 4,4'-methylene-bis- (cyclohexyl -isocyanate).
  • the temperatures during the preparation of the suspension can be varied within a certain range. In general, temperatures between 10 ° C and 60 ° C, preferably between 20 ° C and 50 ° C.
  • Polyvinyl alcohol optionally mixed with gum arabic in water is stirred.
  • the amounts of the individual constituents are in turn chosen so that they are present in the resulting disperse phase in the concentrations which have already been mentioned.
  • the ratio of polyvinyl alcohol to gum arabic can be varied within a certain range. 1 part by weight of polyvinyl alcohol is generally from 0 to 10 parts by weight, preferably from 0 to 5 parts by weight of gum arabic.
  • the temperatures can also be varied within a certain range during the production of the aqueous phase. In general, temperatures between 20 ° C and 100 ° C, preferably between 30 ° C and 90 ° C.
  • the organic phase is then dispersed in the aqueous phase with vigorous stirring or mixing.
  • the temperatures can also be varied within a certain range during the preparation of the dispersions. In general, temperatures between 10 ° C and 40 ° C, preferably between 10 ° C and 30 ° C.
  • the dispersion prepared in the first step is mixed with slow stirring with at least one diamine and / or polyamine and then stirred until the microencapsulation reaction that occurs is ended.
  • Suitable reaction components are preferably all those diamines and polyamines which have already been mentioned as preferred in connection with the description of the microcapsule suspensions according to the invention.
  • the ratio of isocyanate to amine component can be varied within a certain range. In general, 0.8 to 1.5 equivalents of amine component are used per 1 mol of isocyanate.
  • the amounts of isocyanate and amine are preferably chosen so that equimolar amounts of isocyanate and amino groups are present.
  • reaction temperatures can be varied within a certain range when carrying out the second stage of the process according to the invention. In general, temperatures between 40 ° C and 80 ° C, preferably between 50 ° C and 70 ° C.
  • the microcapsule suspension prepared beforehand is admixed with additives and, if appropriate, with further solid, agrochemical active ingredients in non-encapsulated form, the latter preferably being added in the form of suspension concentrates.
  • Thickeners, preservatives, defoamers and dispersants come into consideration as additives. Those substances which have already been mentioned as preferred thickeners, preservatives, defoamers and dispersants in connection with the description of the microcapsule suspensions according to the invention can preferably be used. Suitable agrochemical active substances are those which have already been mentioned in connection with the description of the microcapsule suspensions according to the invention as agrochemical constituents of the aqueous phase.
  • the temperatures can in turn be varied within a certain range. In general, temperatures between 10 ° C and 50 ° C, preferably between 10 ° C and 40 ° C.
  • the process according to the invention is generally carried out under atmospheric pressure.
  • Microcapsule suspensions according to the invention can be easily produced in amounts of about 500 ml in the manner indicated above. If the preparation of larger amounts is desired, the process according to the invention is advantageously carried out continuously. The general procedure for this is to bring the organic phase and the aqueous phase from separate storage vessels together with the aid of two pumps in the desired, precisely metered amount, then in a dispersing device using a rotor / stator.
  • microcapsule suspensions according to the invention are outstandingly suitable for the application of the agrochemical active substances contained on plants and / or their habitat. They ensure the release of the active components in the desired amount over a longer period of time.
  • microcapsule suspensions according to the invention can be used in practice either as such or after prior dilution with water.
  • the application rate of the microcapsule suspensions according to the invention can be varied within a relatively wide range. It depends on the respective agrochemical active ingredients and their content in the microcapsule suspensions.
  • the organic phase and the aqueous phase are conveyed at room temperature in a ratio of 48:52 in a total amount of 202 ml / min and emulsified with a rotor-stator mixer at 20,000 revolutions per minute.
  • 20 g of a 50% by weight solution of diethylene triamine in water are added to the emulsion obtained at temperatures below 20 ° C., then the mixture is heated to 55 ° C. in the course of one hour and then stirred at 55 ° C. for 20 hours.
  • Preventol D2 After cooling to room temperature, 0.8 g of Preventol D2, 0.8 g of Preventol D7, 30 g of Baykanol SL and 44 g of a 2% by weight solution of Kelzan S (thickener based on xanthan) in water are added.
  • Kelzan S thickener based on xanthan
  • Aqueous phase 12.5 g of polyvinyl alcohol (Moviol 4-88) and 62.5 g of gum arabic are dissolved in 1282.5 g of demineralized water while heating to 70 ° C. and with stirring. The solution is then cooled to room temperature.
  • polyvinyl alcohol Moviol 4-88
  • 62.5 g of gum arabic are dissolved in 1282.5 g of demineralized water while heating to 70 ° C. and with stirring. The solution is then cooled to room temperature.
  • the ratio of 48:52 was pumped into a reaction vessel and emulsified with a rotor-stator mixer at 20,000 revolutions per minute.
  • a mixture of 27.5 g of diethylenetriamine and 27.5 g of water is added to the resulting emulsion at a temperature of about 15 ° C., then heated to 50 ° C. within one hour with stirring and then stirred at 50 ° C. for 20 hours , After cooling to room temperature, 2.5 g Preventol D2, 2.5 g Preventol D7, 56.25 g Soprophor 4D 384, 56.25 g Pluronic PE 10 100 and 75 g of a 2% by weight solution from Kelzan S (Xanthan-based thickener) added in water.
  • Kelzan S Xanthan-based thickener
  • a defined amount of formulation containing imidacloprid as active ingredient is suspended in 500 ml of water and then left at room temperature. After 48 hours, 5 ml are removed and filtered to remove the solid components. In the aqueous phase, the
  • HPLC method determined the content of imidacloprid.
  • the trays are then placed in a chamber with a temperature of 24 ° C during the day and a temperature of 15 ° C at night.
  • the plants are examined for damage 28 days after sowing. Necrosis, yellowing, growth disorders and deformations are determined. The sum of all damage is expressed in percent. 0% means that no damage occurs, while 100% means that the plants have all the damage.

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  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Environmental Sciences (AREA)
  • Dentistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Zoology (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Wood Science & Technology (AREA)
  • Engineering & Computer Science (AREA)
  • Toxicology (AREA)
  • Dispersion Chemistry (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Manufacturing Of Micro-Capsules (AREA)
  • Medicinal Preparation (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • General Preparation And Processing Of Foods (AREA)
  • Medicines Containing Plant Substances (AREA)

Abstract

L'invention concerne de nouvelles suspensions en microcapsules composées A) d'une phase particulaire dispersée de microcapsules dont les enveloppes sont des produits de la réaction entre des mélanges de diisocyanate de toluylène et de 4,4'-méthylène-bis-(cyclohexyle-isocyanate) de la formule (1) et au moins une diamine et/ou une polyamine, lesdites microcapsules contenant au moins un agent actif agrochimique d'un certain groupe de substances, au moins un hydrocarbure aliphatique liquide dont le point d'ébullition est supérieur à 160 DEG C, au moins un agent de dispersion polymère soluble dans l'huile, et éventuellement un ou plusieurs agents actifs agrochimiques liquides à température ambiante. Lesdites suspensions en microcapsules sont également composées B) d'une phase aqueuse liquide contenant en plus de l'eau éventuellement des additifs et éventuellement d'autres agents actifs agrochimiques solides à température ambiante sous forme non-capsulaire. L'invention concerne également un procédé de fabrication de ces formulations et leur utilisation pour l'application des agents actifs contenus.
PCT/EP2001/002483 2000-03-17 2001-03-06 Suspensions en microcapsules Ceased WO2001068234A1 (fr)

Priority Applications (9)

Application Number Priority Date Filing Date Title
DK01929408T DK1272267T3 (da) 2000-03-17 2001-03-06 Mikrokapselsuspensioner
BR0109329-0A BR0109329A (pt) 2000-03-17 2001-03-06 Suspensões de microcápsulas
JP2001566786A JP2003526687A (ja) 2000-03-17 2001-03-06 マイクロカプセル懸濁液
AU2001256191A AU2001256191A1 (en) 2000-03-17 2001-03-06 Microcapsule suspensions
KR1020027011534A KR20020079935A (ko) 2000-03-17 2001-03-06 마이크로캡슐 현탁제
DE50101443T DE50101443D1 (de) 2000-03-17 2001-03-06 Mikrokapsel-suspensionen
US10/221,464 US6730635B2 (en) 2000-03-17 2001-03-06 Microcapsule suspensions
EP01929408A EP1272267B1 (fr) 2000-03-17 2001-03-06 Suspensions en microcapsules
AT01929408T ATE258824T1 (de) 2000-03-17 2001-03-06 Mikrokapsel-suspensionen

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
DE10013127.1 2000-03-17
DE10013127 2000-03-17
DE10058878A DE10058878A1 (de) 2000-03-17 2000-11-27 Mikrokapsel-Suspensionen
DE10058878.6 2000-11-27

Publications (1)

Publication Number Publication Date
WO2001068234A1 true WO2001068234A1 (fr) 2001-09-20

Family

ID=26004878

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2001/002483 Ceased WO2001068234A1 (fr) 2000-03-17 2001-03-06 Suspensions en microcapsules

Country Status (10)

Country Link
US (1) US6730635B2 (fr)
EP (1) EP1272267B1 (fr)
JP (1) JP2003526687A (fr)
CN (1) CN1196520C (fr)
AT (1) ATE258824T1 (fr)
AU (1) AU2001256191A1 (fr)
BR (1) BR0109329A (fr)
DK (1) DK1272267T3 (fr)
ES (1) ES2215131T3 (fr)
WO (1) WO2001068234A1 (fr)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2005527608A (ja) * 2002-05-29 2005-09-15 バイエル・クロツプサイエンス・アクチエンゲゼルシヤフト マイクロカプセル製剤
WO2006111839A1 (fr) * 2005-04-22 2006-10-26 Chemia S.P.A. Preparation de compositions a haute activite insecticide
WO2010070096A1 (fr) 2008-12-19 2010-06-24 Basf Se Compositions aqueuses concentrées pouvant s'écouler d'un herbicide à la dinitroaniline microencapsulée
WO2010105971A2 (fr) 2009-03-20 2010-09-23 Basf Se Procédé pour traitement de culture avec un pesticide encapsulé
WO2011089105A1 (fr) 2010-01-22 2011-07-28 Basf Se Procédé de lutte contre les arthropodes impliquant l'application de gouttes d'un gel
WO2012130823A1 (fr) 2011-03-30 2012-10-04 Basf Se Concentrés en suspension
WO2013026757A1 (fr) 2011-08-19 2013-02-28 Basf Se Formulations pour champs de riz paddy

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB0219610D0 (en) * 2002-08-22 2002-10-02 Syngenta Ltd Composition
BR0303954A (pt) * 2002-10-10 2004-09-08 Int Flavors & Fragrances Inc Composição, fragrância, método para divisão de uma quantidade efetiva olfativa de fragrância em um produto sem enxague e produto sem enxague
US7585824B2 (en) * 2002-10-10 2009-09-08 International Flavors & Fragrances Inc. Encapsulated fragrance chemicals
AU2003297683A1 (en) * 2002-12-13 2004-07-09 Monsanto Technology Llc Microcapsules with amine adjusted release rates
JP2006521366A (ja) * 2003-03-28 2006-09-21 シグモイド・バイオテクノロジーズ・リミテッド シームレスマイクロカプセルを含む固形経口剤形
IL155836A0 (en) * 2003-05-11 2003-12-23 Univ Ben Gurion Encapsulated essential oils
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US20030119675A1 (en) 2003-06-26
ES2215131T3 (es) 2004-10-01
AU2001256191A1 (en) 2001-09-24
CN1196520C (zh) 2005-04-13
US6730635B2 (en) 2004-05-04
ATE258824T1 (de) 2004-02-15
JP2003526687A (ja) 2003-09-09
BR0109329A (pt) 2002-12-24
CN1418126A (zh) 2003-05-14
EP1272267A1 (fr) 2003-01-08
DK1272267T3 (da) 2004-06-07

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